Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (1): 202-206.DOI: 10.6023/cjoc201506023 Previous Articles     Next Articles

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(+)-氧化樟脑的合成研究

张迪, 谢雄, 冯金生, 温鸿亮   

  1. 北京理工大学化工与环境学院 北京 100081
  • 收稿日期:2015-06-17 修回日期:2015-08-30 发布日期:2015-09-15
  • 通讯作者: 温鸿亮 E-mail:wen.hongliang816@gmail.com;analchemie@bit.edu.cn

Study on the Synthesis of (+)-Oxocamphor

Zhang Di, Xie Xiong, Feng Jinsheng, Wen Hongliang   

  1. School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081
  • Received:2015-06-17 Revised:2015-08-30 Published:2015-09-15

(+)-Oxocamphor is a metabolite of (+)-camphor in vivo, which is used to treat heart failure in clinic. However the present synthetic method has problems of long reaction time, serious pollution and low yield. In this paper we report an efficient synthesis of (+)-oxocamphor was reported via bromination, reduction, esterification, hydrolysis and oxidation using (+)-camphor as starting material. All the intermediates and (+)-oxocamphor were confirmed by 1H NMR, IR and GC-MS. The absolute configuration of 3,9-dibromocamphor was also ascertained by X-ray diffraction analysis. The overall yield of these 6-step procedures was about 10%.

Key words: (+)-oxocamphor, synthesis, single crystal